Anticancer-Active N-Heteroaryl Amines Syntheses: Nucleophilic Amination of N-Heteroaryl Alkyl Ethers with Amines

Org Lett. 2019 Jul 5;21(13):5111-5115. doi: 10.1021/acs.orglett.9b01711. Epub 2019 Jun 14.

Abstract

A mild amination protocol of N-heteroaryl alkyl ethers with various amines is described. This transformation is achieved by utilizing simple and readily available base as promoter via C-O bond cleavage, offering a new amination strategy to access several anticancer-active compounds. This work is highlighted by the excellent functional group compatibility, scalability, wide substrate scope, and easy derivatization of a variety of drugs.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkylation
  • Amination
  • Amines / chemical synthesis*
  • Amines / chemistry*
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry*
  • Chemistry Techniques, Synthetic
  • Ethers / chemistry*

Substances

  • Amines
  • Antineoplastic Agents
  • Ethers